Countryside Homes for Sale in Clearwater, FL
Countryside is one community to a buyer and 20 to the MLS: each phase, tract or condominium was platted and recorded separately, so its listings, sales and HOA facts sit on separate records. This page adds them up and links every section, so you can compare prices across Countryside before you narrow to one street.
Countryside in Clearwater, FL is 20 MLS subdivisions, with 42 homes for sale or pending across them as of November 12, 2026. Asking prices run $110,000 to $1,259,000 (median $227,000). Over the last 12 months the sections recorded 7 closed sales at a median of $516,250, $258 per square foot, a median 50 days on market. Homes listed today were built 1973–1996. The MLS holds 39 closed sales for Countryside in total, the most recent in October 2026.
Countryside homes for sale by section
Click a section for its own page: the homes for sale there, its sales history, HOA and flood facts.
| Section | For sale | Median asking | Sold / 12 mo | Median sold | Days on market |
|---|---|---|---|---|---|
| Rustlewood at Countryside | 10 | $167,450 | 0 | — | — |
| Villas at Countryside | 7 | $129,900 | 0 | — | — |
| Clubhouse Estates of Countryside | 6 | $744,000 | 0 | — | — |
| Woodgate of Countryside | 5 | $458,900 | 0 | — | — |
| Bryn Mawr at Countryside | 4 | $234,500 | 0 | — | — |
| Fountains at Countryside Condo | 3 | $180,000 | 3 | $195,000 | 92 |
| Westchester of Countryside | 2 | $836,450 | 4 | $837,500 | 8 |
| Hidden Pines at Countryside | 1 | $540,000 | 0 | — | — |
| Oak Creek at Countryside | 1 | $999,000 | 0 | — | — |
| Oak Forest of Countryside | 1 | $558,000 | 0 | — | — |
| Trails of Countryside | 1 | $680,000 | 0 | — | — |
| Wildwood of Countryside | 1 | $489,900 | 0 | — | — |
| Clubhouse Ests of Countryside Unit 2 | 0 | — | 0 | — | — |
| Cypress Bend of Countryside Unit One | 0 | — | 0 | — | — |
| Cypress Bend of Countryside Unit Two | 0 | — | 0 | — | — |
| Europa of Countryside Condo | 0 | — | 0 | — | — |
| Lake Pointe at Countryside | 0 | — | 0 | — | — |
| Landmark Woods of Countryside | 0 | — | 0 | — | — |
| Timber Ridge of Countryside Unit One | 0 | — | 0 | — | — |
| Timber Ridge of Countryside Unit Two | 0 | — | 0 | — | — |
How to read Countryside prices
Sections of one community can price very differently: build year, lot size, water or golf frontage and HOA scope all move the median. Compare the section medians above before judging a single listing, and treat the community-wide median as the reference point, not a value for any specific home.
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Have a question about the homes, fees, rules or commute here? A Momentum agent who works Countryside will answer, and the answer is published on this page for the next buyer.
Common questions
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Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only for the 20 MLS sections of Countryside; no individual listing is displayed here. Prices are asking or recorded sale prices, not values. Property facts only; nothing on this page describes residents. Equal Housing Opportunity.